Pool Me Twice, Shame On You

Pool Me Twice, Shame On You

Trump showed an Oval Office document comparing himself to Genghis Khan, Hitler, and Stalin — and it was written by Gary Player's former caddy, not a historian.

Jun 23, 2026 1:39:04 Difficulty: Intermediate Played

TL;DR

Pod Save America breaks down a chaotic week in Trump's second term: faltering Iran peace talks where the US waived sanctions before getting any verified concessions, the reflecting pool debacle that devolved from contractor cronyism into federal arrests of alleged phantom vandals, the Qatari jet gift generated at Trump's own direction, and Bill Pulte's alarming takeover as acting DNI. The episode closes with a must-listen interview: NYT reporters Maggie Haberman and Jonathan Swan reveal Trump sees himself as a Napoleonic figure, handed them a document comparing him to Genghis Khan and Hitler — written by Gary Player's former caddy.

#Iran nuclear deal #sanctions relief #reflecting pool debacle #Qatari jet corruption #Trump presidential library #Bill Pulte DNI #Tulsi Gabbard cult #David Gentile pardon #Epstein files #Steve Witkoff Ukraine #MAGA polling #Trump information bubble #Natalie Harp #Regime Change book #JD Vance vs Marco Rubio #Iran deal #sanctions #reflecting pool #Qatari jet #Air Force One #Bill Pulte #DNI #Tulsi Gabbard #cult #Maggie Haberman #Jonathan Swan #Trump corruption #JCPOA #Witkoff #Ukraine #presidential library #pardon #MAGA

Jon Favreau, Tommy Vietor, and Jon Lovett cover the Iran peace talks, the Lincoln Memorial reflecting pool fiasco, the Qatari Air Force One jet, Bill Pulte's takeover as acting DNI, and Trump's corrupt pardon of David Gentile — then NYT reporters Maggie Haberman and Jonathan Swan discuss their book Regime Change: Inside the Imperial Presidency of Donald Trump.

Chapter list
  • Pod Save America opens with its customary sponsor segment, featuring Tommy Vietor reading for SimpliSafe — a home security system he personally uses and recommends — with Jon Lovett chiming in on keeping packages safe. The SimpliSafe pitch emphasizes the 50% off deal for new subscribers who sign up for professional monitoring. The segment closes with a quick promo for NPR's Up First daily news podcast, positioned as a short, fact-based morning briefing.

  • With the ads behind them, the three hosts introduce themselves and map out the episode: Iran peace talks, the reflecting pool fiasco, the Qatari Air Force One, Bill Pulte's acting DNI takeover, Tulsi Gabbard's cult connections, and the corrupt pardon of David Gentile. Tommy gives a genuine, enthusiastic endorsement of the Haberman-Swan book, saying even political sickos who follow the Trump beat closely will learn a lot from it. Jon Favreau, who confesses he doesn't usually read books, says this one has pulled him in.

  • Jon Favreau opens with a recap of a chaotic week in the Iran negotiations: the ceasefire briefly collapsed, Iran announced it closed the Strait of Hormuz, and Trump threatened to take over the strait entirely. JD Vance cited three points of progress — keeping the strait open, a Hezbollah deconfliction mechanism, and Iran agreeing to nuclear inspectors — but the Iranians haven't confirmed any of it. Meanwhile, the US handed over a 60-day oil sanctions waiver potentially worth $10 billion, the first such waiver in roughly four decades. Tommy Vietor is particularly skeptical: Iran has more time and expertise in negotiations, Trump has given up his leverage, and the threat of military action is gone. Jon Lovett puts the situation bluntly — Iran looks like it forced concessions without firing a shot. The segment ends with a sharp fact-check of JD Vance's Ross Douthat interview, where Vance falsely claimed the current deal is better than the JCPOA on uranium. Tommy corrects the record: under the JCPOA, Iran shipped 97% of its uranium to Russia; the current deal would merely down-blend it and keep it inside Iran.

  • The hosts play a series of clips that capture the full disarray of Republican reactions to the Iran situation. Lindsey Graham threatens that if the deal fails, Trump will take over the Strait of Hormuz by force and obliterate Iran — a proposition Tommy Vietor dismisses as absurd given Trump just tried and failed to do exactly that. Tucker Carlson goes the opposite direction, declaring he's out of the Republican Party entirely if it continues to put foreign interests above American ones. Jim Comer, meanwhile, celebrates the open strait and inspector access as victory. Jon Lovett identifies the emerging cope narrative from Iran hawks like Hugh Hewitt and Mark Levin: declare a tactical pause, survive the midterms, then return to a bellicose regime-change posture. Tommy raises a pointed structural critique: why does Face the Nation keep booking Lindsey Graham as the 'serious' hawkish voice when his entire track record on Iraq and Iran has been catastrophically wrong? The anti-war perspective, he notes, is rarely treated as serious by Washington booking culture.

  • Jon Favreau highlights a CBS News poll with striking data: 80/20 support for ending the war, 70% saying it was not worth the cost, and broad majorities believing neither Iran's nuclear program was stopped, nor its people benefited, nor a friendlier regime installed. The hosts dig into the intra-MAGA split — 56% of MAGA Republicans want the conflict ended now, and 90% of self-identified MAGA respondents said the deal was better for Iran, compared to only 19% of all Republicans. Tommy observes this resembles how wars historically damage presidents: getting out and being perceived as losing is more politically damaging than bumping along. Jon Favreau flags a coming political trap: 42% of respondents expect gas prices to fall in the coming weeks, building expectations Trump may not be able to meet, since falling oil prices don't automatically translate to falling pump prices.

  • Tommy reads a ZipRecruiter ad touting its smart-matching technology and notes that Crooked Media uses the platform internally. Jon Lovett then reads a Hims ad for ED treatment, offering up to 95% savings on generic Viagra (sildenafil) through the platform, with no awkward appointments required. Standard mid-episode ad break.

  • Jon Favreau recaps the reflecting pool saga with appropriate incredulity. The renovation was given as a no-bid contract to John Caffaro, a convicted criminal who bribed Congressman James Traficant and is also a Mar-a-Lago associate of Trump. Caffaro's company is called Greenwater Services. The renovation failed almost immediately, producing algae blooms and a peeling liner. Rather than admit error, the administration posted what appear to be AI-altered images of a pristine pool, invented a narrative of sabotage by vandals wielding box cutters, and arrested at least five people including a former Olympic canoeist who says he was just reaching into the water. Trump in the Oval Office claimed a 350-foot slit was cut through the liner and said proof would come 'in court' while referencing 'dirty cop Comey' as an instigator. Jon Lovett traces the self-reinforcing spiral: each lie drew more media attention, leading to more arrests, leading to more coverage, converting a trivial story about a pool renovation into a perfect metaphor for the administration's lying, lawlessness, and incompetence. Jon Favreau notes the exquisite irony that in April, Trump himself boasted that a knife couldn't even cut the liner, while now blaming vandals with knives.

  • Tommy reads a Helix mattress ad, sharing that his household actually owns one in their guest room and that visitors always compliment it. He makes the philosophical point that a good mattress makes you more ready to be alive. Jon Lovett then reads the Smalls cat food ad, which launches into a brief digression about what 'obligate carnivore' means versus 'omnivore' versus the inexplicably wrong guess of 'multiverse.' The hosts riff on meat-eating YouTube personalities with bright red faces before returning to the cat food pitch. Light comedic relief between heavy news segments.

  • Jon Favreau walks through the Qatari jet story with mounting outrage. The Air Force privately said it would use nuclear modernization funds for the upgrades, and one month later a $900 million transfer from a nuclear account to an unnamed classified project appeared. Despite Trump calling it a free jet, the upgrades have already cost several hundred million in taxpayer money. The hosts discuss the aesthetics — the red, white, and blue livery is broadly liked, but Jon Lovett can't stand the waving flag painted on the tail, calling it cheap and tacky. Jon Favreau notes the deeper symbolism: the plane that used to represent presidential prestige (including the iconic JFK-era design by Raymond Loewy) now represents corruption, and it will follow Trump into every press photo as long as he uses it. Tommy previews what the Regime Change book reveals — that Qatar initially wanted payment, the gift idea was generated at the POTUS level, and Trump personally super-glued gold decorations onto Oval Office mantelpieces.

  • Jon Favreau explains the mechanics of Trump's DNI gambit: rather than quickly confirming his own nominee Jay Clayton, Trump created a standoff to keep political operative Bill Pulte — who has no intelligence experience — in the acting role long enough to fire career officials and access intelligence files. A CNN source confirmed Pulte began deep-state firings almost immediately. Then the hosts dig into the bombshell Washington Post story about Tulsi Gabbard's alleged manipulation by a cult leader throughout her congressional career: in 24 of 32 TV appearances between 2014 and 2016, she used language from the cult's memos almost verbatim, and also introduced legislation the memos directed her to pursue. Jon Favreau marvels that this woman was directing national intelligence. Jon Lovett notes the operation was simultaneously grandiose and embarrassingly amateurish — running dummy Twitter accounts to comment on Hawaii newspaper articles about Gabbard. The hosts hope this permanently disqualifies her from any future presidential run.

  • Jon Favreau walks through the New York Times story by Ken Vogel: David Gentile, who stole more than $1 billion from mostly mom-and-pop investors, had his sentence commuted by Trump less than 2 weeks in. Jailhouse communications reportedly showed Gentile discussing $2 million in payments to secure his freedom, with a retired Catholic priest and Trump inauguration speaker — who had cleaned and photographed Trump's parents' graves as a gift — being the conduit. Trump's own political appointees then killed the early-stage DOJ investigation into how the clemency happened. Jon Lovett argues this is some of the most brazen corruption of the administration, and notes there appears to be daylight between Trump (who may not have known money was changing hands) and the operatives around him who may have been pocketing fees. Tommy says this story directly connects corruption to voter harm and is exactly the kind of message Democrats should be running on. Jon Favreau contemplates whether the next Democratic Congress should pursue impeachment purely as an educational exercise.

  • Jon Favreau reads the CookUnity ad with an off-the-cuff personal anecdote about having Thai beef curry the previous night, noting he's been a customer long before they became a sponsor. The pitch emphasizes fresh, small-batch meals from Michelin-starred chefs cooked in local micro-kitchens rather than factories. ThirdLove's ad, read by Tommy, focuses on the brand's half-cup sizing and broad range (AA through H), and offers $15 off with code PODCAST15. Functional ad break leading into the Regime Change interview.

  • Tommy Vietor kicks off the Regime Change interview by noting the book involved over 1,000 interviews and is a genuine page-turner even for people who follow Trump obsessively. Maggie Haberman opens by stressing that this presidency is fundamentally different from term one: Trump is surrounded by people who have spent years thinking about how to use the levers of power, the Republican Congress is completely cowed, tech leaders and law firms have capitulated, and Trump is wielding power in ways not seen in American political history. Jonathan Swan takes the Napoleonic angle further, describing how Trump views himself as a capital G great man of history who wants to put his imprint on the world regardless of midterm polling. He then drops the most extraordinary anecdote in the book: Trump handed them a 2-page document in the Oval Office comparing him to Mao, Stalin, Hitler, Alexander the Great, and Genghis Khan on the basis of power. Trump relished the comparison and insisted a historian wrote it. The historian turned out to be Gary Player's former caddy.

  • Tommy focuses the interview on corruption, which he describes as the most shocking aspect of Trump's second term. Maggie Haberman explains that the jet story was the first neon-sign moment: Qatar initially wanted $150–$200 million for the plane, and then suddenly it was a gift, with the idea reportedly generated at the POTUS level. She frames the broader mindset: Trump's family openly says they gave up a lot, there are no laws prohibiting what they're doing, and the scale is unlike anything in modern American presidential history. Jonathan Swan then drops the Howard Lutnick anecdote: Trump told people in the Oval Office that the only reason he put up with Lutnick's bullshit was the $25 million Lutnick donated to the Trump Presidential Library Fund. Swan describes a library conceived as a 100-story tower over Miami with a gold Trump statue, restaurants, and a hotel, with a fundraising target of $2 billion — double Obama's — and with Eric Trump and others approaching Gulf sovereign wealth funds and monarchies for donations, all while the administration is simultaneously selling advanced chips to the Emirates. Swan concludes that he thinks they know only 1–5% of the corruption that's actually taking place.

  • Tommy asks Haberman to paint a picture of how Trump actually runs the government day-to-day. She describes an Oval Office where one meeting collides into the next, Laura Loomer lists NSC enemies while a congressman arrives for a separate appointment and joins in, and NSC aides wait in corners for classified sign-offs while a decorator walks in with Rose Garden paver samples. Government is being run by a remarkably small circle, and cabinet secretaries often don't know what's happening if they're not physically in the room. Swan then describes Natalie Harp, the former OAN anchor Trump calls his 'human printer,' who Googles positive news on demand and has written devotional letters to Trump including one saying 'you are all that matters to me.' Trump's information diet is overwhelmingly Fox News, with virtually no exposure to critical coverage — the manosphere podcast world he exploited during the 2024 campaign barely registers to him personally. Swan concludes it's an almost impenetrable bubble of flatterers, filtered news, and loyalists.

  • Tommy asks about the Epstein file crisis, and Swan unpacks it methodically: the files contained over 38,000 references to Trump and his family, Trump himself didn't want any transparency, and his top aides held crisis management sessions in the Situation Room — a national security command center repurposed as an Epstein PR strategy room. Private focus groups conducted almost a full year later still showed Epstein cutting through to Trump's base at an alarming level. Swan compares the political damage to Biden's Afghanistan withdrawal as a turning point. The hosts then get the extraordinary Witkoff scene: he asked Putin to sign a '3+2' territorial framework drawing, had it framed at home in black with taupe mats, and told Putin that Russia's main problem is bad PR. Trump himself, in an Oval Office Russia-Ukraine session, interrupted a Keith Kellogg presentation to say the only good thing about Ukraine is the women winning Miss Universe and that Zelensky has destroyed his country. The conversation closes with the Rupert Murdoch dinner anecdote — Trump asked Murdoch to grade Vance and Rubio at the same table, with Murdoch rating Rubio 'brilliant' and Vance merely having 'potential'.

  • Jon Favreau closes out with genuine enthusiasm for the Regime Change book, encouraging listeners to pick it up for unparalleled insight into Trump's decision-making. He notes that Dan Pfeiffer will return for the Friday episode. The full production and editorial team credits roll — Austin Fisher, Saul Rubin, McKenna Roberts, Faris Safary, and others — with a note that Pod Save America's staff is unionized with the Writers Guild of America East.

JCPOA
Joint Comprehensive Plan of Action — the 2015 Obama-era Iran nuclear deal under which Iran shipped out 97% of its enriched uranium in exchange for sanctions relief; Trump withdrew from it in 2018.
IAEA
International Atomic Energy Agency — the UN body responsible for nuclear weapons inspections; discussed in the context of whether Iran will allow inspectors under the new deal.
IRGC
Islamic Revolutionary Guard Corps — Iran's powerful military-ideological force, which the hosts note as a domestic Iranian faction likely to oppose any nuclear deal with the US.
DNI
Director of National Intelligence — the head of the US intelligence community, a role discussed in the context of Bill Pulte's controversial appointment as acting director.
FISA
Foreign Intelligence Surveillance Act — the legal framework governing US intelligence collection, mentioned in the context of Republican maneuvering around the DNI confirmation.
SAVE Act
A Republican-backed bill aimed at requiring proof of citizenship for voter registration, framed by critics as addressing a nonexistent problem of noncitizen voting.
down-blending
The process of diluting highly enriched uranium to a lower, less weapons-usable concentration; discussed as an inferior alternative to shipping uranium out of Iran entirely.
UC (Unanimous Consent)
A Senate procedure allowing legislation or nominations to pass without a formal vote if no senator objects; discussed as a mechanism senators considered using to quickly confirm Jay Clayton as DNI.
Oblasts
Administrative regions in Ukraine; used in the context of the 3+2 territorial framework where Russia would keep 3 oblasts outright and 2 would have a frozen conflict.
no-bid contract
A government contract awarded without a competitive bidding process; used to describe the reflecting pool renovation deal given to Trump's Mar-a-Lago associate John Caffaro.
cowed
Intimidated into submission; Maggie Haberman used it to describe the state of Republican Congress, tech leaders, donors, and law firms at the start of Trump's second term.
apparatchik
An unquestioningly loyal member of a political machine or party apparatus; used to describe Trump-aligned commentators defending the Iran deal outcome despite their prior hawkish positions.
manosphere
A loose online ecosystem of male-oriented podcasts, influencers, and content creators; mentioned in the context of Trump's exploitation of these platforms during the 2024 campaign.
deconflicting cell
A military/diplomatic coordination mechanism designed to prevent accidental armed clashes between parties; discussed as what the vague 'mechanism to defuse flare-ups' between Hezbollah and Israel likely amounts to.
lame duck
A political leader whose successor has been chosen or whose term is ending, reducing their political influence; discussed in the context of when Trump's successor endorsement will diminish his relevance.
bellicose
Aggressively warlike or hostile in manner; used to describe the stance Iran hawks plan to return to after the midterm elections.
scapegoat
A person blamed for wrongdoings or failures of others; used to describe Trump's strategy of blaming phantom vandals for the reflecting pool's structural failures.

Chapter 3 · 03:05

Iran Peace Talks: Progress, Skepticism, and JD Vance's Errors

Jon Favreau opens with a recap of a chaotic week in the Iran negotiations: the ceasefire briefly collapsed, Iran announced it closed the Strait of Hormuz, and Trump threatened to take over the strait entirely. JD Vance cited three points of progress — keeping the strait open, a Hezbollah deconfliction mechanism, and Iran agreeing to nuclear inspectors — but the Iranians haven't confirmed any of it. Meanwhile, the US handed over a 60-day oil sanctions waiver potentially worth $10 billion, the first such waiver in roughly four decades. Tommy Vietor is particularly skeptical: Iran has more time and expertise in negotiations, Trump has given up his leverage, and the threat of military action is gone. Jon Lovett puts the situation bluntly — Iran looks like it forced concessions without firing a shot. The segment ends with a sharp fact-check of JD Vance's Ross Douthat interview, where Vance falsely claimed the current deal is better than the JCPOA on uranium. Tommy corrects the record: under the JCPOA, Iran shipped 97% of its uranium to Russia; the current deal would merely down-blend it and keep it inside Iran.

Claims made here

The 60-day Iranian oil sanctions waiver could bring Iran up to $10 billion in sanctions relief, according to economist Steve Rattner.

Jon Favreau Steve Rattner via Twitter

The US agreed to waive sanctions on Iranian oil sales for 60 days, the first time in approximately 40 years.

Jon Favreau no source cited

Under the JCPOA, Iran shipped out 97% of its enriched uranium stockpile to Russia for disposal. The current deal, by contrast, would down-blend it and keep it inside Iran.

Tommy Vietor no source cited

News
Iran Sanctions Relief Before Any Verified Concessions

Pool Me Twice, Shame On You · Jun 23, 2026 News

The US agreed to a 60-day oil sanctions waiver — the first in 40 years — potentially worth $10 billion to Iran, before Iran confirmed a single nuclear weapons inspector entry. Jon Favreau and Tommy Vietor note that under the JCPOA, no sanctions relief came until Iran acted first.

News
Data point $10B

Pool Me Twice, Shame On You · Jun 23, 2026

Economist Steve Rattner estimated the 60-day oil sanctions waiver could bring Iran up to $10 billion in relief.

News
Data point 60 days

Pool Me Twice, Shame On You · Jun 23, 2026

The US agreed to waive sanctions on Iranian oil for 60 days — the first time in roughly 4 decades — before Iran confirmed any nuclear inspections.

News
Data point 97%

Pool Me Twice, Shame On You · Jun 23, 2026 News

JD Vance told Ross Douthat that unlike Obama's deal, the new arrangement removes Iran's enriched uranium. That's flatly false. Under the JCPOA, Iran shipped 97% of its stockpile to Russia. The current deal would merely down-blend it and keep it inside Iran.

News
Data point 97%

Pool Me Twice, Shame On You · Jun 23, 2026

Under the Obama-era JCPOA, Iran shipped out 97% of its uranium stockpile to Russia for disposal — the opposite of what JD Vance claimed.

Chapter 4 · 11:20

Republican Fractures on Iran: Hawks, Copers, and Tucker Carlson Quits

The hosts play a series of clips that capture the full disarray of Republican reactions to the Iran situation. Lindsey Graham threatens that if the deal fails, Trump will take over the Strait of Hormuz by force and obliterate Iran — a proposition Tommy Vietor dismisses as absurd given Trump just tried and failed to do exactly that. Tucker Carlson goes the opposite direction, declaring he's out of the Republican Party entirely if it continues to put foreign interests above American ones. Jim Comer, meanwhile, celebrates the open strait and inspector access as victory. Jon Lovett identifies the emerging cope narrative from Iran hawks like Hugh Hewitt and Mark Levin: declare a tactical pause, survive the midterms, then return to a bellicose regime-change posture. Tommy raises a pointed structural critique: why does Face the Nation keep booking Lindsey Graham as the 'serious' hawkish voice when his entire track record on Iraq and Iran has been catastrophically wrong? The anti-war perspective, he notes, is rarely treated as serious by Washington booking culture.

Claims made here

A CBS News poll found 70% of Americans said the Iran war was not worth the cost.

Jon Favreau CBS News poll

News
Data point 70%

Pool Me Twice, Shame On You · Jun 23, 2026 News

A CBS News poll found 70% of Americans believe the Iran war was not worth the cost. Even 56% of self-identified MAGA Republicans want the conflict ended now. When you can't hold your own base, the political damage is real.

News
Data point 70%

Pool Me Twice, Shame On You · Jun 23, 2026

A CBS News poll found 70% of Americans said the Iran war was not worth the cost, with only 30% saying it was.

Chapter 5 · 16:40

Iran War Polling: 70% Say Not Worth It, Even MAGA Breaks

Jon Favreau highlights a CBS News poll with striking data: 80/20 support for ending the war, 70% saying it was not worth the cost, and broad majorities believing neither Iran's nuclear program was stopped, nor its people benefited, nor a friendlier regime installed. The hosts dig into the intra-MAGA split — 56% of MAGA Republicans want the conflict ended now, and 90% of self-identified MAGA respondents said the deal was better for Iran, compared to only 19% of all Republicans. Tommy observes this resembles how wars historically damage presidents: getting out and being perceived as losing is more politically damaging than bumping along. Jon Favreau flags a coming political trap: 42% of respondents expect gas prices to fall in the coming weeks, building expectations Trump may not be able to meet, since falling oil prices don't automatically translate to falling pump prices.

Claims made here

56% of self-identified MAGA Republicans wanted the Iran conflict ended immediately, while 44% wanted to continue fighting to get more concessions from Iran.

Tommy Vietor CBS News intra-MAGA poll

News
Data point 56%

Pool Me Twice, Shame On You · Jun 23, 2026

Even among self-identified MAGA Republicans, 56% said they wanted the conflict with Iran ended now rather than continuing to extract more concessions.

Chapter 7 · 22:25

The Reflecting Pool Debacle: Cronyism, Algae, and Phantom Vandals

Jon Favreau recaps the reflecting pool saga with appropriate incredulity. The renovation was given as a no-bid contract to John Caffaro, a convicted criminal who bribed Congressman James Traficant and is also a Mar-a-Lago associate of Trump. Caffaro's company is called Greenwater Services. The renovation failed almost immediately, producing algae blooms and a peeling liner. Rather than admit error, the administration posted what appear to be AI-altered images of a pristine pool, invented a narrative of sabotage by vandals wielding box cutters, and arrested at least five people including a former Olympic canoeist who says he was just reaching into the water. Trump in the Oval Office claimed a 350-foot slit was cut through the liner and said proof would come 'in court' while referencing 'dirty cop Comey' as an instigator. Jon Lovett traces the self-reinforcing spiral: each lie drew more media attention, leading to more arrests, leading to more coverage, converting a trivial story about a pool renovation into a perfect metaphor for the administration's lying, lawlessness, and incompetence. Jon Favreau notes the exquisite irony that in April, Trump himself boasted that a knife couldn't even cut the liner, while now blaming vandals with knives.

Claims made here

Trump's reflecting pool renovation cost $16.5 million and took 2 months, despite originally being described as a $1 million, one-week project.

Jon Favreau no source cited

News
The Reflecting Pool Went From Farce to Fascist

Pool Me Twice, Shame On You · Jun 23, 2026 News

Trump's $16.5 million no-bid pool renovation — awarded to a convicted crony — failed spectacularly, with algae blooms and peeling liner. Rather than admit failure, the administration invented phantom vandals, posted AI-altered images of a clean pool, and then arrested people just for looking at the mess.

News
Data point $16.5M

Pool Me Twice, Shame On You · Jun 23, 2026

Trump's no-bid reflecting pool renovation cost $16.5 million and took 2 months — compared to Obama's renovation which cost over $100 million and took 2 years, according to Trump's own claims.

Chapter 9 · 34:20

The Qatari Jet: Air Force Bribe One

Jon Favreau walks through the Qatari jet story with mounting outrage. The Air Force privately said it would use nuclear modernization funds for the upgrades, and one month later a $900 million transfer from a nuclear account to an unnamed classified project appeared. Despite Trump calling it a free jet, the upgrades have already cost several hundred million in taxpayer money. The hosts discuss the aesthetics — the red, white, and blue livery is broadly liked, but Jon Lovett can't stand the waving flag painted on the tail, calling it cheap and tacky. Jon Favreau notes the deeper symbolism: the plane that used to represent presidential prestige (including the iconic JFK-era design by Raymond Loewy) now represents corruption, and it will follow Trump into every press photo as long as he uses it. Tommy previews what the Regime Change book reveals — that Qatar initially wanted payment, the gift idea was generated at the POTUS level, and Trump personally super-glued gold decorations onto Oval Office mantelpieces.

Claims made here

An unexplained $900 million transfer from a nuclear modernization account to an unnamed classified project appeared one month after the Air Force said it would use nuclear funds to pay for the Qatari jet upgrade.

Jon Favreau no source cited

Qatar initially sought $150 to $200 million for the plane now serving as the new Air Force One, but then suddenly gifted it, with the idea for the gift reportedly generated at the POTUS level.

Maggie Haberman Regime Change book reporting

News
Data point $900M

Pool Me Twice, Shame On You · Jun 23, 2026

An unexplained $900 million transfer from a nuclear modernization account to an unnamed classified project appeared one month after the Air Force said it would use nuclear funds to pay for the Qatari jet upgrade.

News
The Qatari Jet: A Gift Generated at the POTUS Level

Pool Me Twice, Shame On You · Jun 23, 2026 News

Qatar initially sought $150–$200 million for the jet now serving as Air Force One. It suddenly became a free gift, with the idea reportedly generated at the POTUS level. Taxpayers then paid hundreds of millions more to make it safe for presidential travel — money pulled from nuclear modernization funds.

News
Data point $200M

Pool Me Twice, Shame On You · Jun 23, 2026

Qatar initially sought $150–$200 million for the jet that became Air Force One, but then suddenly gifted it — with the gift idea reportedly generated at the POTUS level.

Chapter 11 · 44:20

The David Gentile Pardon: Corruption for Sale

Jon Favreau walks through the New York Times story by Ken Vogel: David Gentile, who stole more than $1 billion from mostly mom-and-pop investors, had his sentence commuted by Trump less than 2 weeks in. Jailhouse communications reportedly showed Gentile discussing $2 million in payments to secure his freedom, with a retired Catholic priest and Trump inauguration speaker — who had cleaned and photographed Trump's parents' graves as a gift — being the conduit. Trump's own political appointees then killed the early-stage DOJ investigation into how the clemency happened. Jon Lovett argues this is some of the most brazen corruption of the administration, and notes there appears to be daylight between Trump (who may not have known money was changing hands) and the operatives around him who may have been pocketing fees. Tommy says this story directly connects corruption to voter harm and is exactly the kind of message Democrats should be running on. Jon Favreau contemplates whether the next Democratic Congress should pursue impeachment purely as an educational exercise.

Claims made here

On 24 of 32 TV appearances between 2014 and 2016, Tulsi Gabbard used language from alleged cult-leader memos almost verbatim.

Jon Favreau Washington Post investigation by John Sweeney and Aaron Schaefer

News
Bill Pulte as Acting DNI: Firings Have Already Begun

Pool Me Twice, Shame On You · Jun 23, 2026 News

Trump blocked the quick confirmation of his own DNI pick, Jay Clayton, to keep Bill Pulte — a corrupt political operative with no intelligence experience — in the acting director seat. A CNN source reported Pulte began carrying out deep-state firings almost immediately upon taking the role.

News
Tulsi Gabbard Was Taking Literal Direction From a Cult Leader

Pool Me Twice, Shame On You · Jun 23, 2026 News

A Washington Post investigation found that in 24 of 32 TV appearances between 2014 and 2016, then-Congresswoman Tulsi Gabbard used language from memos written by an alleged cult leader almost verbatim. The memos also directed which legislation she should introduce. She was the Director of National Intelligence.

News
Data point 24/32

Pool Me Twice, Shame On You · Jun 23, 2026

Washington Post reporters found that on 24 of 32 TV appearances between 2014 and 2016, Tulsi Gabbard used language from alleged cult-leader memos almost verbatim.

Chapter 12 · 52:30

Sponsor Break: CookUnity and ThirdLove

Jon Favreau reads the CookUnity ad with an off-the-cuff personal anecdote about having Thai beef curry the previous night, noting he's been a customer long before they became a sponsor. The pitch emphasizes fresh, small-batch meals from Michelin-starred chefs cooked in local micro-kitchens rather than factories. ThirdLove's ad, read by Tommy, focuses on the brand's half-cup sizing and broad range (AA through H), and offers $15 off with code PODCAST15. Functional ad break leading into the Regime Change interview.

Claims made here

Trump commuted David Gentile's sentence less than 2 weeks into a 7-year prison term, despite Gentile having stolen over $1 billion from thousands of mostly mom-and-pop investors.

Jon Favreau New York Times reporting by Ken Vogel

Jailhouse communications showed David Gentile discussing over $2 million worth of payments to secure his freedom from prison.

Jon Favreau New York Times reporting by Ken Vogel

News
Trump's Corrupt Pardon Industry: The David Gentile Case

Pool Me Twice, Shame On You · Jun 23, 2026 News

Trump commuted David Gentile's sentence less than 2 weeks into a 7-year prison term, despite Gentile having stolen over $1 billion from mom-and-pop investors. Jailhouse communications showed Gentile discussing over $2 million in payments to secure his freedom, and Trump's own appointees killed the investigation into how the clemency happened.

News
Data point $1B+

Pool Me Twice, Shame On You · Jun 23, 2026

Trump commuted the sentence of convicted fraudster David Gentile less than 2 weeks into a 7-year sentence, after Gentile had stolen over $1 billion from thousands of mostly mom-and-pop investors.

Chapter 13 · 1:01:40

Regime Change Interview: Trump 1.0 vs. 2.0 and the Napoleonic Self-Image

Tommy Vietor kicks off the Regime Change interview by noting the book involved over 1,000 interviews and is a genuine page-turner even for people who follow Trump obsessively. Maggie Haberman opens by stressing that this presidency is fundamentally different from term one: Trump is surrounded by people who have spent years thinking about how to use the levers of power, the Republican Congress is completely cowed, tech leaders and law firms have capitulated, and Trump is wielding power in ways not seen in American political history. Jonathan Swan takes the Napoleonic angle further, describing how Trump views himself as a capital G great man of history who wants to put his imprint on the world regardless of midterm polling. He then drops the most extraordinary anecdote in the book: Trump handed them a 2-page document in the Oval Office comparing him to Mao, Stalin, Hitler, Alexander the Great, and Genghis Khan on the basis of power. Trump relished the comparison and insisted a historian wrote it. The historian turned out to be Gary Player's former caddy.

Claims made here

Trump handed Maggie Haberman and Jonathan Swan a 2-page document in the Oval Office comparing him to Mao, Stalin, Hitler, Alexander the Great, Genghis Khan, and other historical rulers on the metric of power — authored not by a historian but by Gary Player's former caddy.

Jonathan Swan Regime Change book reporting

Education
Data point 1,000+

Pool Me Twice, Shame On You · Jun 23, 2026

Maggie Haberman and Jonathan Swan conducted over 1,000 interviews to produce their book Regime Change: Inside the Imperial Presidency of Donald Trump.

News
Data point Top 10

Pool Me Twice, Shame On You · Jun 23, 2026

Trump handed Haberman and Swan a 2-page document in the Oval Office, reportedly written by Gary Player's former caddy, comparing him to Mao, Stalin, Hitler, Alexander the Great, and Genghis Khan on the metric of power.

Chapter 14 · 1:08:20

Regime Change Interview: Corruption, the Qatari Jet, and the Trump Library

Tommy focuses the interview on corruption, which he describes as the most shocking aspect of Trump's second term. Maggie Haberman explains that the jet story was the first neon-sign moment: Qatar initially wanted $150–$200 million for the plane, and then suddenly it was a gift, with the idea reportedly generated at the POTUS level. She frames the broader mindset: Trump's family openly says they gave up a lot, there are no laws prohibiting what they're doing, and the scale is unlike anything in modern American presidential history. Jonathan Swan then drops the Howard Lutnick anecdote: Trump told people in the Oval Office that the only reason he put up with Lutnick's bullshit was the $25 million Lutnick donated to the Trump Presidential Library Fund. Swan describes a library conceived as a 100-story tower over Miami with a gold Trump statue, restaurants, and a hotel, with a fundraising target of $2 billion — double Obama's — and with Eric Trump and others approaching Gulf sovereign wealth funds and monarchies for donations, all while the administration is simultaneously selling advanced chips to the Emirates. Swan concludes that he thinks they know only 1–5% of the corruption that's actually taking place.

Claims made here

People around Trump are trying to raise $2 billion for his presidential library, double what the Obama Foundation raised, with Gulf monarchies being approached for donations.

Jonathan Swan Regime Change book reporting

Howard Lutnick donated $25 million to the Trump Presidential Library Fund, with Trump referencing it in the Oval Office as the reason he 'puts up with Howard's bullshit.'

Jonathan Swan Regime Change book reporting

News
Data point $2B

Pool Me Twice, Shame On You · Jun 23, 2026

People around Trump have described a goal of raising $2 billion for his presidential library — double what Obama raised — including outreach to Gulf monarchies like Saudi Arabia and the UAE.

News
Data point $25M

Pool Me Twice, Shame On You · Jun 23, 2026

Commerce Secretary Howard Lutnick personally donated $25 million to the Trump Presidential Library Fund, which Trump reportedly referenced in front of others as the reason he 'puts up with Howard's bullshit.'

Chapter 15 · 1:16:00

Regime Change Interview: Oval Office Chaos and Trump's Information Bubble

Tommy asks Haberman to paint a picture of how Trump actually runs the government day-to-day. She describes an Oval Office where one meeting collides into the next, Laura Loomer lists NSC enemies while a congressman arrives for a separate appointment and joins in, and NSC aides wait in corners for classified sign-offs while a decorator walks in with Rose Garden paver samples. Government is being run by a remarkably small circle, and cabinet secretaries often don't know what's happening if they're not physically in the room. Swan then describes Natalie Harp, the former OAN anchor Trump calls his 'human printer,' who Googles positive news on demand and has written devotional letters to Trump including one saying 'you are all that matters to me.' Trump's information diet is overwhelmingly Fox News, with virtually no exposure to critical coverage — the manosphere podcast world he exploited during the 2024 campaign barely registers to him personally. Swan concludes it's an almost impenetrable bubble of flatterers, filtered news, and loyalists.

Claims made here

Trump's Oval Office meetings are unstructured rolling sessions where multiple simultaneous conversations compete for the president's attention, including classified sign-offs and decorator consultations.

Maggie Haberman Regime Change book reporting

Natalie Harp, a former OAN anchor, serves as Trump's personal in-room researcher — known as the 'human printer' — and has written Trump multiple personal letters including one saying 'You are all that matters to me.'

Jonathan Swan Regime Change book reporting

News
The Oval Office as a Rolling Bull Session

Pool Me Twice, Shame On You · Jun 23, 2026 News

There are no structured meetings in Trump's Oval Office — just a rolling bull session. Maggie Haberman describes NSC officials waiting in a corner for sign-off on classified programs while someone else is on speakerphone from Mar-a-Lago and a decorator walks in with paver samples for the Rose Garden.

Chapter 16 · 1:20:40

Regime Change Interview: Epstein Files, JD Vance vs. Rubio, and Witkoff's Ukraine Diplomacy

Tommy asks about the Epstein file crisis, and Swan unpacks it methodically: the files contained over 38,000 references to Trump and his family, Trump himself didn't want any transparency, and his top aides held crisis management sessions in the Situation Room — a national security command center repurposed as an Epstein PR strategy room. Private focus groups conducted almost a full year later still showed Epstein cutting through to Trump's base at an alarming level. Swan compares the political damage to Biden's Afghanistan withdrawal as a turning point. The hosts then get the extraordinary Witkoff scene: he asked Putin to sign a '3+2' territorial framework drawing, had it framed at home in black with taupe mats, and told Putin that Russia's main problem is bad PR. Trump himself, in an Oval Office Russia-Ukraine session, interrupted a Keith Kellogg presentation to say the only good thing about Ukraine is the women winning Miss Universe and that Zelensky has destroyed his country. The conversation closes with the Rupert Murdoch dinner anecdote — Trump asked Murdoch to grade Vance and Rubio at the same table, with Murdoch rating Rubio 'brilliant' and Vance merely having 'potential'.

Claims made here

The New York Times found more than 38,000 references to Trump, his family, and Mar-a-Lago in the Epstein files.

Jonathan Swan New York Times Epstein file reporting

News
The Epstein Files Never Stopped Haunting Trump

Pool Me Twice, Shame On You · Jun 23, 2026 News

Trump's name appeared over 38,000 times in the Epstein files. His staff held crisis meetings in the Situation Room — a national security command center repurposed as an Epstein PR crisis response center. Private focus groups conducted nearly a year later still showed Epstein cutting through to an alarming extent.

News
Data point 38,000+

Pool Me Twice, Shame On You · Jun 23, 2026

The New York Times found more than 38,000 references to Trump, his family, and Mar-a-Lago in the Epstein files.

News
Rupert Murdoch at the White House: Ranking Trump's Heirs

Pool Me Twice, Shame On You · Jun 23, 2026 News

At a White House dinner, Trump sat JD Vance and Marco Rubio at the same table as Rupert Murdoch, then asked Murdoch to assess each of them. Murdoch gave Rubio a much stronger endorsement — calling him 'brilliant' versus Vance's 'potential to be great' — while both VP candidates had to sit there and hear it.

News
Steve Witkoff Asked Putin to Sign a Capitulation and Had It Framed

Pool Me Twice, Shame On You · Jun 23, 2026 News

Witkoff, Trump's real-estate-buddy-turned-diplomat, asked Putin to sign a piece of paper reading '3+2' — the territorial framework ceding three Ukrainian oblasts to Russia. Putin signed it, and Witkoff had it framed at home in black with taupe mats. His colleagues describe him as treating Putin and Zelensky as moral equals.

No indexed bits in this chapter.

Show stoppers

News
Steve Witkoff Asked Putin to Sign a Capitulation and Had It Framed

Pool Me Twice, Shame On You · Jun 23, 2026 News

Witkoff, Trump's real-estate-buddy-turned-diplomat, asked Putin to sign a piece of paper reading '3+2' — the territorial framework ceding three Ukrainian oblasts to Russia. Putin signed it, and Witkoff had it framed at home in black with taupe mats. His colleagues describe him as treating Putin and Zelensky as moral equals.

News
The Reflecting Pool Went From Farce to Fascist

Pool Me Twice, Shame On You · Jun 23, 2026 News

Trump's $16.5 million no-bid pool renovation — awarded to a convicted crony — failed spectacularly, with algae blooms and peeling liner. Rather than admit failure, the administration invented phantom vandals, posted AI-altered images of a clean pool, and then arrested people just for looking at the mess.

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Claims & Sources

7 / 17 cited (41%)

Factual claims made this episode, and whether a source was named.

The US agreed to waive sanctions on Iranian oil sales for 60 days, the first time in approximately 40 years.

Jon Favreau no source cited

The 60-day Iranian oil sanctions waiver could bring Iran up to $10 billion in sanctions relief, according to economist Steve Rattner.

Jon Favreau Steve Rattner via Twitter

Under the JCPOA, Iran shipped out 97% of its enriched uranium stockpile to Russia for disposal. The current deal, by contrast, would down-blend it and keep it inside Iran.

Tommy Vietor no source cited

A CBS News poll found 70% of Americans said the Iran war was not worth the cost.

Jon Favreau CBS News poll

56% of self-identified MAGA Republicans wanted the Iran conflict ended immediately, while 44% wanted to continue fighting to get more concessions from Iran.

Tommy Vietor CBS News intra-MAGA poll

Trump's reflecting pool renovation cost $16.5 million and took 2 months, despite originally being described as a $1 million, one-week project.

Jon Favreau no source cited

Qatar initially sought $150 to $200 million for the plane now serving as the new Air Force One, but then suddenly gifted it, with the idea for the gift reportedly generated at the POTUS level.

Maggie Haberman Regime Change book reporting

An unexplained $900 million transfer from a nuclear modernization account to an unnamed classified project appeared one month after the Air Force said it would use nuclear funds to pay for the Qatari jet upgrade.

Jon Favreau no source cited

Howard Lutnick donated $25 million to the Trump Presidential Library Fund, with Trump referencing it in the Oval Office as the reason he 'puts up with Howard's bullshit.'

Jonathan Swan Regime Change book reporting

People around Trump are trying to raise $2 billion for his presidential library, double what the Obama Foundation raised, with Gulf monarchies being approached for donations.

Jonathan Swan Regime Change book reporting

The New York Times found more than 38,000 references to Trump, his family, and Mar-a-Lago in the Epstein files.

Jonathan Swan New York Times Epstein file reporting

On 24 of 32 TV appearances between 2014 and 2016, Tulsi Gabbard used language from alleged cult-leader memos almost verbatim.

Jon Favreau Washington Post investigation by John Sweeney and Aaron Schaefer

Trump commuted David Gentile's sentence less than 2 weeks into a 7-year prison term, despite Gentile having stolen over $1 billion from thousands of mostly mom-and-pop investors.

Jon Favreau New York Times reporting by Ken Vogel

Jailhouse communications showed David Gentile discussing over $2 million worth of payments to secure his freedom from prison.

Jon Favreau New York Times reporting by Ken Vogel

Trump handed Maggie Haberman and Jonathan Swan a 2-page document in the Oval Office comparing him to Mao, Stalin, Hitler, Alexander the Great, Genghis Khan, and other historical rulers on the metric of power — authored not by a historian but by Gary Player's former caddy.

Jonathan Swan Regime Change book reporting

Trump's Oval Office meetings are unstructured rolling sessions where multiple simultaneous conversations compete for the president's attention, including classified sign-offs and decorator consultations.

Maggie Haberman Regime Change book reporting

Natalie Harp, a former OAN anchor, serves as Trump's personal in-room researcher — known as the 'human printer' — and has written Trump multiple personal letters including one saying 'You are all that matters to me.'

Jonathan Swan Regime Change book reporting